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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42203Generated: October 25, 2026

Triethylamine → 6-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinonitrile

https://huagongshe.com/reaction/42203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1,4-DichlorophthalazineHCID 78490—
Reactant6-(Piperazin-1-yl)pyridine-3-carbonitrileHCID 2737184—
SolventWaterHCID 962—
Product6-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinonitrileHCID 4418637951.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a 100-mL round-bottom flask is added 6-piperazin-1-yl-nicotinonitrile (9.60 g, 50 mmol), 1,4-dichlorophthalazine (11.2 g, 55.1 mmol, 1.1 eq), Et3N (3.5 mL, 250 mmol, 5 eq.), and NMP (100 mL). The mixture is heated to 80° C. for 2.5 h. Upon cooling to room temperature, the reaction is poured into H2O (500 mL) and the precipitate isolated by filtration, rinsing with additional H2O. Crude material is purified by recrystallization (CH2Cl2:heptanes) to afford 8.96 g title compound as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536168B2
Source datasetuspto-grants-2013_09
ORD IDord-69b2432fdf324f2db2ebb0d08d6fe53f
Source noteuspto-grants-2013_09